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Highly Selective 5-Substitution of 3-Methylthiophene via Directed Lithiation

Smith, Keith and Barratt, Mark Lewis 2007. Highly Selective 5-Substitution of 3-Methylthiophene via Directed Lithiation. Journal of Organic Chemistry 72 (3) , pp. 1031-1034. 10.1021/jo062024f

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Lithiation of 3-methylthiophene with lithium 2,2,6,6-tetra-methylpiperidide (LiTMP) is highly selective at the 5-position, and reaction with a range of electrophiles gives high yields of the corresponding 2,4-disubstituted thiophenes, even when unhindered electrophiles are used.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: ACS
ISSN: 0022-3263
Last Modified: 04 Jun 2017 01:40

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